Published:Journal of Chromatographic Science,
ISSN 0021-9665Volume
40, Number 6, July 2002, pp. 315-320
Synthesis of Chemically Bonded Cellulose Trisphenylcarbamate
Chiral Stationary Phases for Enantiomeric Separation
Xiaoming
Chen, Hanfa Zou, Qiang Zhang, Jianyi Ni, and Zengzi Zhang National Chromatographic Research & Analysis Center,
Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116011,
China
Cellulose trisphenylcarbamate is regioselectively bonded to 3-aminopropyl
silica gel and underivatized silica gel, respectively, at the 6-position of
the primary hydroxyl group on the glucose unit of cellulose with 4,4'-diphenylmethane
diisocyanate (DPDI) as a spacer. Enantioseparations are evaluated on these prepared
chiral stationary phases (CSPs) with several organic acids as the modifiers
in the mobile phase by high-performance liquid chromatography. The influence
of the amount of DPDI used on chiral resolution is investigated. Also, the corresponding
coated-type phase is also prepared for the aim of comparison. It is observed
that the bonded-type phase shows a lower chiral recognition power but a better
column efficiency than the coated-type phase under the liquid chromatographic
mobile phase with hexane–alcohol. However, the bonded-type CSPs are compatible
with a wider number of solvents such as tetrahydrofuran (THF) or chloroform,
which generally result in the solubility or swelling of the cellulose derivatives
on the coated-type CSPs. The results obtained from this study indicate that
the bonded-type CSP may provide complementary enantioselectivity over the coated-type
phase by adopting THF as a component in the mobile phase.
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